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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2021-09-14 15:39:00 UTC

HMDB ID

HMDB0000288

Secondary Accession Numbers

HMDB00288

Metabolite Identification

Common Name

Uridine 5'-monophosphate

Description

Uridine 5'-monophosphate (UMP), also known as uridylic acid or uridylate, belongs to the class of organic compounds known as pyrimidine ribonucleoside monophosphates. These are pyrimidine ribobucleotides with monophosphate group linked to the ribose moiety. UMP consists of a phosphate group, a pentose sugar ribose, and the nucleobase uracil; hence, it is a ribonucleotide monophosphate. Uridine 5'-monophosphate exists in all living species, ranging from bacteria to plants to humans. UMP is a nucleotide that is primarily used as a monomer in RNA biosynthesis. Uridine monophosphate is formed from Orotidine 5'-monophosphate (orotidylic acid) in a decarboxylation reaction catalyzed by the enzyme orotidylate decarboxylase. Within humans, uridine 5'-monophosphate participates in a number of enzymatic reactions. In particular, uridine 5'-monophosphate can be converted into uridine 5'-diphosphate through the action of the enzyme UMP-CMP kinase. In addition, uridine 5'-monophosphate can be biosynthesized from uridine 5'-diphosphate through its interaction with the enzyme soluble calcium-activated nucleotidase 1. In brain research studies, uridine monophosphate has been used as a convenient delivery compound for uridine. Uridine is present in many foods, mainly in the form of RNA. Non-phosphorylated uridine is not bioavailable beyond first-pass metabolism. In a study, gerbils fed a combination of uridine monophosphate, choline, and docosahexaenoic acid (DHA) were found to have significantly improved performance in running mazes over those not fed the supplements, implying an increase in cognitive function (PMID: 18606862 ).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0000288
     RDKit          3D
Uridine 5'-monophosphate
 34 35  0  0  0  0  0  0  0  0999 V2000
   -5.6395    1.2168    2.2041 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5807    0.8203    1.6331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5200    0.2808    2.3372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3954   -0.1327    1.6631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2658   -0.0394    0.3224 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0707   -0.4919   -0.2747 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0902   -0.1876    0.4727 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0299   -0.8747   -0.2979 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4367   -0.6347    0.1784 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7945    0.7008    0.1314 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3658    0.9238    0.6693 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.3675    0.7915    2.1793 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4183   -0.2483    0.0245 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9565    2.4327    0.1824 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7806   -0.2739   -1.6689 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1253   -1.1334   -2.6980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7177   -0.0042   -1.6175 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3130   -0.8393   -2.5757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3200    0.4898   -0.3146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2656    0.6045   -1.5543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4405    0.9081    0.3005 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6239    0.2047    3.4235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5917   -0.5479    2.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0890   -1.6043   -0.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8162   -1.9454   -0.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4870   -0.9482    1.2410 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1347   -1.2785   -0.3908 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0509   -0.5306    0.7474 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4127    3.1214    0.6294 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3775    0.6384   -1.7445 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7328   -2.0462   -2.5710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8513    1.0532   -1.8224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4555   -1.7406   -2.1481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2370    1.3149   -0.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 11 14  1  0
  8 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  5 19  1  0
 19 20  2  0
 19 21  1  0
 21  2  1  0
 17  6  1  0
  3 22  1  0
  4 23  1  0
  6 24  1  6
  8 25  1  6
  9 26  1  0
  9 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  6
 16 31  1  0
 17 32  1  6
 18 33  1  0
 21 34  1  0
M  END

  Mrv1652309032023592D          

 21 22  0  0  1  0            999 V2000
    0.4950    0.1203    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2822    0.3781    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1478    0.5912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2509   -0.6875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9009   -0.1719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4540    1.1860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8215    0.0997    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5741   -0.6875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7356   -1.3509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6915    0.0894    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7393   -0.9762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2344    1.4471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6052    0.3541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0622   -1.3475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8600    0.8972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1897   -0.2200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6437    1.1550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0112   -0.2200    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0181   -1.0415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8362   -0.2200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0181    0.6015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  4  8  1  0  0  0  0
  4  9  1  6  0  0  0
  5 10  1  0  0  0  0
  5 11  2  0  0  0  0
  6 12  2  0  0  0  0
  7 13  1  1  0  0  0
  8 14  1  6  0  0  0
 10 15  1  0  0  0  0
 13 16  1  0  0  0  0
 15 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 18 21  2  0  0  0  0
  7  8  1  0  0  0  0
 12 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000288

> <DATABASE_NAME>
hmdb

> <SMILES>
O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)(O)=O)N1C=CC(=O)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H13N2O9P/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,10,12,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1

> <INCHI_KEY>
DJJCXFVJDGTHFX-XVFCMESISA-N

> <FORMULA>
C9H13N2O9P

> <MOLECULAR_WEIGHT>
324.1813

> <EXACT_MASS>
324.035866536

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
26.295980635705423

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid

> <ALOGPS_LOGP>
-1.76

> <JCHEM_LOGP>
-2.538808173

> <ALOGPS_LOGS>
-1.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.251166930280792

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.2255024716430984

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6645431498421583

> <JCHEM_POLAR_SURFACE_AREA>
165.85999999999999

> <JCHEM_REFRACTIVITY>
63.4385

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.20e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
uridine monophosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000288
     RDKit          3D
Uridine 5'-monophosphate
 34 35  0  0  0  0  0  0  0  0999 V2000
   -5.6395    1.2168    2.2041 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5807    0.8203    1.6331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5200    0.2808    2.3372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3954   -0.1327    1.6631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2658   -0.0394    0.3224 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0707   -0.4919   -0.2747 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0902   -0.1876    0.4727 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0299   -0.8747   -0.2979 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4367   -0.6347    0.1784 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7945    0.7008    0.1314 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3658    0.9238    0.6693 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.3675    0.7915    2.1793 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4183   -0.2483    0.0245 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9565    2.4327    0.1824 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7806   -0.2739   -1.6689 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1253   -1.1334   -2.6980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7177   -0.0042   -1.6175 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3130   -0.8393   -2.5757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3200    0.4898   -0.3146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2656    0.6045   -1.5543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4405    0.9081    0.3005 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6239    0.2047    3.4235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5917   -0.5479    2.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0890   -1.6043   -0.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8162   -1.9454   -0.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4870   -0.9482    1.2410 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1347   -1.2785   -0.3908 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0509   -0.5306    0.7474 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4127    3.1214    0.6294 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3775    0.6384   -1.7445 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7328   -2.0462   -2.5710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8513    1.0532   -1.8224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4555   -1.7406   -2.1481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2370    1.3149   -0.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 11 14  1  0
  8 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  5 19  1  0
 19 20  2  0
 19 21  1  0
 21  2  1  0
 17  6  1  0
  3 22  1  0
  4 23  1  0
  6 24  1  6
  8 25  1  6
  9 26  1  0
  9 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  6
 16 31  1  0
 17 32  1  6
 18 33  1  0
 21 34  1  0
M  END

HEADER    PROTEIN                                 03-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-20         0                                  
HETATM    1  C   UNK     0       0.924   0.225   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       2.393   0.706   0.000  0.00  0.00           N+0
HETATM    3  O   UNK     0      -0.276   1.104   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       0.468  -1.283   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.548  -0.321   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.714   2.214   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.533   0.186   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.072  -1.283   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.373  -2.522   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0       5.024   0.167   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0       3.247  -1.822   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.171   2.701   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.996   0.661   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.983  -2.515   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       5.339   1.675   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -4.087  -0.411   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       6.802   2.156   0.000  0.00  0.00           O+0
HETATM   18  P   UNK     0      -5.621  -0.411   0.000  0.00  0.00           P+0
HETATM   19  O   UNK     0      -5.634  -1.944   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -7.161  -0.411   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -5.634   1.123   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7                                                       
CONECT    4    1    8    9                                                  
CONECT    5    2   10   11                                                  
CONECT    6    2   12                                                       
CONECT    7    3   13    8                                                  
CONECT    8    4   14    7                                                  
CONECT    9    4                                                            
CONECT   10    5   15                                                       
CONECT   11    5                                                            
CONECT   12    6   15                                                       
CONECT   13    7   16                                                       
CONECT   14    8                                                            
CONECT   15   10   17   12                                                  
CONECT   16   13   18                                                       
CONECT   17   15                                                            
CONECT   18   16   19   20   21                                             
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   18                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0000288
HETATM    1  O1  UNL     1      -5.640   1.217   2.204  1.00  0.00           O  
HETATM    2  C1  UNL     1      -4.581   0.820   1.633  1.00  0.00           C  
HETATM    3  C2  UNL     1      -3.520   0.281   2.337  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.395  -0.133   1.663  1.00  0.00           C  
HETATM    5  N1  UNL     1      -2.266  -0.039   0.322  1.00  0.00           N  
HETATM    6  C4  UNL     1      -1.071  -0.492  -0.275  1.00  0.00           C  
HETATM    7  O2  UNL     1       0.090  -0.188   0.473  1.00  0.00           O  
HETATM    8  C5  UNL     1       1.030  -0.875  -0.298  1.00  0.00           C  
HETATM    9  C6  UNL     1       2.437  -0.635   0.178  1.00  0.00           C  
HETATM   10  O3  UNL     1       2.794   0.701   0.131  1.00  0.00           O  
HETATM   11  P1  UNL     1       4.366   0.924   0.669  1.00  0.00           P  
HETATM   12  O4  UNL     1       4.368   0.792   2.179  1.00  0.00           O  
HETATM   13  O5  UNL     1       5.418  -0.248   0.025  1.00  0.00           O  
HETATM   14  O6  UNL     1       4.956   2.433   0.182  1.00  0.00           O  
HETATM   15  C7  UNL     1       0.781  -0.274  -1.669  1.00  0.00           C  
HETATM   16  O7  UNL     1       1.125  -1.133  -2.698  1.00  0.00           O  
HETATM   17  C8  UNL     1      -0.718  -0.004  -1.618  1.00  0.00           C  
HETATM   18  O8  UNL     1      -1.313  -0.839  -2.576  1.00  0.00           O  
HETATM   19  C9  UNL     1      -3.320   0.490  -0.315  1.00  0.00           C  
HETATM   20  O9  UNL     1      -3.266   0.605  -1.554  1.00  0.00           O  
HETATM   21  N2  UNL     1      -4.440   0.908   0.301  1.00  0.00           N  
HETATM   22  H1  UNL     1      -3.624   0.205   3.424  1.00  0.00           H  
HETATM   23  H2  UNL     1      -1.592  -0.548   2.254  1.00  0.00           H  
HETATM   24  H3  UNL     1      -1.089  -1.604  -0.315  1.00  0.00           H  
HETATM   25  H4  UNL     1       0.816  -1.945  -0.358  1.00  0.00           H  
HETATM   26  H5  UNL     1       2.487  -0.948   1.241  1.00  0.00           H  
HETATM   27  H6  UNL     1       3.135  -1.279  -0.391  1.00  0.00           H  
HETATM   28  H7  UNL     1       6.051  -0.531   0.747  1.00  0.00           H  
HETATM   29  H8  UNL     1       4.413   3.121   0.629  1.00  0.00           H  
HETATM   30  H9  UNL     1       1.378   0.638  -1.745  1.00  0.00           H  
HETATM   31  H10 UNL     1       0.733  -2.046  -2.571  1.00  0.00           H  
HETATM   32  H11 UNL     1      -0.851   1.053  -1.822  1.00  0.00           H  
HETATM   33  H12 UNL     1      -1.456  -1.741  -2.148  1.00  0.00           H  
HETATM   34  H13 UNL     1      -5.237   1.315  -0.243  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   21
CONECT    3    4    4   22
CONECT    4    5   23
CONECT    5    6   19
CONECT    6    7   17   24
CONECT    7    8
CONECT    8    9   15   25
CONECT    9   10   26   27
CONECT   10   11
CONECT   11   12   12   13   14
CONECT   13   28
CONECT   14   29
CONECT   15   16   17   30
CONECT   16   31
CONECT   17   18   32
CONECT   18   33
CONECT   19   20   20   21
CONECT   21   34
END

HMDB0000288
     RDKit          3D
Uridine 5'-monophosphate
 34 35  0  0  0  0  0  0  0  0999 V2000
   -5.6395    1.2168    2.2041 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5807    0.8203    1.6331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5200    0.2808    2.3372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3954   -0.1327    1.6631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2658   -0.0394    0.3224 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0707   -0.4919   -0.2747 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0902   -0.1876    0.4727 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0299   -0.8747   -0.2979 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4367   -0.6347    0.1784 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7945    0.7008    0.1314 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3658    0.9238    0.6693 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.3675    0.7915    2.1793 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4183   -0.2483    0.0245 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9565    2.4327    0.1824 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7806   -0.2739   -1.6689 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1253   -1.1334   -2.6980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7177   -0.0042   -1.6175 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3130   -0.8393   -2.5757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3200    0.4898   -0.3146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2656    0.6045   -1.5543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4405    0.9081    0.3005 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6239    0.2047    3.4235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5917   -0.5479    2.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0890   -1.6043   -0.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8162   -1.9454   -0.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4870   -0.9482    1.2410 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1347   -1.2785   -0.3908 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0509   -0.5306    0.7474 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4127    3.1214    0.6294 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3775    0.6384   -1.7445 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7328   -2.0462   -2.5710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8513    1.0532   -1.8224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4555   -1.7406   -2.1481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2370    1.3149   -0.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 11 14  1  0
  8 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  5 19  1  0
 19 20  2  0
 19 21  1  0
 21  2  1  0
 17  6  1  0
  3 22  1  0
  4 23  1  0
  6 24  1  6
  8 25  1  6
  9 26  1  0
  9 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  6
 16 31  1  0
 17 32  1  6
 18 33  1  0
 21 34  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
5'-UMP	ChEBI
5'Uridylic acid	ChEBI
pU	ChEBI
UMP	ChEBI
Uridine 5'-(dihydrogen phosphate)	ChEBI
Uridine 5'-phosphate	ChEBI
Uridine 5'-phosphoric acid	ChEBI
Uridine monophosphate	ChEBI
URIDINE-5'-monophosphATE	ChEBI
Uridylate	ChEBI
Uridylic acid	ChEBI
5'Uridylate	Generator
Uridine 5'-(dihydrogen phosphoric acid)	Generator
Uridine monophosphoric acid	Generator
URIDINE-5'-monophosphoric acid	Generator
Uridine 5'-monophosphoric acid	Generator
Uridine 5'-phosphorate	HMDB
Uridine mono(dihydrogen phosphate)	HMDB
Uridine phosphate	HMDB
Acids, uridylic	HMDB
monoPhosphate, uridine	HMDB
5'-monoPhosphate, uridine	HMDB
Uridylic acids	HMDB
Acid, uridylic	HMDB
Uridine 5' monophosphate	HMDB

Chemical Formula

C₉H₁₃N₂O₉P

Average Molecular Weight

324.1813

Monoisotopic Molecular Weight

324.035866536

IUPAC Name

{[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid

Traditional Name

uridine monophosphate

CAS Registry Number

58-97-9

SMILES

O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)(O)=O)N1C=CC(=O)NC1=O

InChI Identifier

InChI=1S/C9H13N2O9P/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,10,12,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1

InChI Key

DJJCXFVJDGTHFX-XVFCMESISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrimidine ribonucleoside monophosphates. These are pyrimidine ribobucleotides with monophosphate group linked to the ribose moiety.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyrimidine nucleotides

Sub Class

Pyrimidine ribonucleotides

Direct Parent

Pyrimidine ribonucleoside monophosphates

Alternative Parents

Substituents

Pyrimidine ribonucleoside monophosphate
Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
Monosaccharide phosphate
Pentose monosaccharide
Pyrimidone
Monoalkyl phosphate
Hydropyrimidine
Monosaccharide
Organic phosphoric acid derivative
Phosphoric acid ester
Pyrimidine
Alkyl phosphate
Vinylogous amide
Heteroaromatic compound
Tetrahydrofuran
1,2-diol
Urea
Secondary alcohol
Lactam
Azacycle
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Alcohol
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

pyrimidine ribonucleoside 5'-monophosphate (CHEBI:16695 )
uridine 5'-phosphate (CHEBI:16695 )
Ribonucleotides (C00105 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 7877593)
Saliva (PMID: 23857558)

Organ

Placenta (HMDB: HMDB0000288)

Excreta

Biofluid or Excreta

Feces (PMID: 28923537)

Cellular substructure

Cytoplasm (HMDB: HMDB0000288)
Extracellular (HMDB: HMDB0000288)

Organelle

Endoplasmic reticulum (HMDB: HMDB0000288)
Golgi apparatus (HMDB: HMDB0000288)
Lysosome (HMDB: HMDB0000288)
Mitochondrion (HMDB: HMDB0000288)
Nucleus (HMDB: HMDB0000288)

Source

Exogenous

Exogenous (HMDB: HMDB0000288)

Herbs and Spices (FooDB: FOOD00866)

Nut

Almond (FooDB: FOOD00148)
Brazil nut (FooDB: FOOD00024)
Cashew nut (FooDB: FOOD00011)
Chestnut (FooDB: FOOD00045)
Hazelnut (FooDB: FOOD00376)
Peanut (FooDB: FOOD00016)
Pecan nut (FooDB: FOOD00044)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Walnut (FooDB: FOOD00608)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hickory nut (FooDB: FOOD00377)
Macadamia nut (FooDB: FOOD00525)
Mixed nuts (FooDB: FOOD00771)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Japanese chestnut (FooDB: FOOD00385)
Common hazelnut (FooDB: FOOD00062)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Nuts (FooDB: FOOD00869)

Fruit

Pome

Drupe

Apricot (FooDB: FOOD00144)
Prunus (Cherry, Plum) (FooDB: FOOD00143)
Nectarine (FooDB: FOOD00229)
Peach (FooDB: FOOD00149)
European plum (FooDB: FOOD00147)
Sour cherry (FooDB: FOOD00146)
Sweet cherry (FooDB: FOOD00145)
Common chokecherry (FooDB: FOOD00562)
Peach (var.) (FooDB: FOOD00230)

Tropical fruit

Berry

Bilberry (FooDB: FOOD00193)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Elderberry (FooDB: FOOD00358)
Gooseberry (FooDB: FOOD00157)
Grape (FooDB: FOOD00369)
Lingonberry (FooDB: FOOD00194)
Loganberry (FooDB: FOOD00400)
Strawberry (FooDB: FOOD00083)
Boysenberry (FooDB: FOOD00542)
American cranberry (FooDB: FOOD00192)
Common grape (FooDB: FOOD00204)
Strawberry guava (FooDB: FOOD00482)
Black mulberry (FooDB: FOOD00117)
Red raspberry (FooDB: FOOD00162)
Muscadine grape (FooDB: FOOD00203)
Salmonberry (FooDB: FOOD00456)
Alaska blueberry (FooDB: FOOD00380)
Sea-buckthornberry (FooDB: FOOD00087)
Black elderberry (FooDB: FOOD00166)
Black crowberry (FooDB: FOOD00075)
Black huckleberry (FooDB: FOOD00084)
Mulberry (FooDB: FOOD00116)
Black chokeberry (FooDB: FOOD00136)
Cloudberry (FooDB: FOOD00161)
Black raspberry (FooDB: FOOD00163)
Rowanberry (FooDB: FOOD00176)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Ohelo berry (FooDB: FOOD00419)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)

Other fruit

Date (FooDB: FOOD00135)
Fig (FooDB: FOOD00081)
Jujube (FooDB: FOOD00388)

Citrus

Grapefruit (FooDB: FOOD00256)
Lemon (FooDB: FOOD00054)
Lime (FooDB: FOOD00053)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Persian lime (FooDB: FOOD00543)
Pummelo (FooDB: FOOD00055)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Citrus (FooDB: FOOD00859)

Fruits (FooDB: FOOD00871)

Vegetable

Shoot vegetable

Fruit vegetable

Eggplant (FooDB: FOOD00174)
Avocado (FooDB: FOOD00130)
Groundcherry (FooDB: FOOD00371)
Olive (FooDB: FOOD00121)
Pepper (FooDB: FOOD00040)
Garden tomato (FooDB: FOOD00171)
Mexican groundcherry (FooDB: FOOD00491)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Garden tomato (var.) (FooDB: FOOD00173)
Cherry tomato (FooDB: FOOD00172)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Pepper (C. frutescens) (FooDB: FOOD00428)
Pepper (C. pubescens) (FooDB: FOOD00849)
Orange bell pepper (FooDB: FOOD00879)

Root vegetable

Cabbage

Leaf vegetable

Lettuce (FooDB: FOOD00095)
Swiss chard (FooDB: FOOD00237)
Garden cress (FooDB: FOOD00099)
Endive (FooDB: FOOD00048)
Spinach (FooDB: FOOD00178)
Common beet (FooDB: FOOD00025)
Garland chrysanthemum (FooDB: FOOD00333)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
New Zealand spinach (FooDB: FOOD00415)
Swamp cabbage (FooDB: FOOD00091)
Rocket salad (ssp.) (FooDB: FOOD00077)
Yautia (FooDB: FOOD00510)
Romaine lettuce (FooDB: FOOD00888)
Rocket salad (FooDB: FOOD00244)
Chicory leaves (FooDB: FOOD00250)
Corn salad (FooDB: FOOD00340)
Malabar spinach (FooDB: FOOD00404)
Ostrich fern (FooDB: FOOD00556)
Green vegetables (FooDB: FOOD00872)

Mushroom

Tuber

Onion-family vegetable

Leek (FooDB: FOOD00007)
Allium (FooDB: FOOD00005)
Wild leek (FooDB: FOOD00396)
Shallot (FooDB: FOOD00243)
Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Green onion (FooDB: FOOD00963)
Red onion (FooDB: FOOD00962)

Other vegetable

Okra (FooDB: FOOD00420)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Tree fern (FooDB: FOOD00797)
Chinese water chestnut (FooDB: FOOD00332)
Nopal (FooDB: FOOD00416)
Carob (FooDB: FOOD00321)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Giant butterbur (FooDB: FOOD00314)
Sesbania flower (FooDB: FOOD00469)

Stalk vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Cereal and cereal product

Other bread

Other bread (FooDB: FOOD00269)

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Bean

Lentil

Lentils (FooDB: FOOD00098)

Pea

Other pulse

White lupine (FooDB: FOOD00403)
Lupine (FooDB: FOOD00104)

Pulses (FooDB: FOOD00867)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Other soy product (FooDB: FOOD00271)

Abalone (FooDB: FOOD00279)
Conch (FooDB: FOOD00611)

Gourd

Chayote (FooDB: FOOD00325)
Cucumber (FooDB: FOOD00065)
Muskmelon (FooDB: FOOD00064)
Cucurbita (FooDB: FOOD00066)
Watermelon (FooDB: FOOD00052)
Bitter gourd (FooDB: FOOD00115)
Calabash (FooDB: FOOD00318)
Towel gourd (FooDB: FOOD00492)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Wax gourd (FooDB: FOOD00499)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

Tea

Herbal tea

Greenthread tea (FooDB: FOOD00820)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Endogenous

Endogenous (HMDB: HMDB0000288)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Lactose Synthesis (PathBank: SMP0063634)
Pyrimidine Metabolism (PathBank: SMP0087340)
Peptidoglycan Biosynthesis II (PathBank: SMP0122239)
Lipopolysaccharide Biosynthesis (PathBank: SMP0121299)
Peptidoglycan Biosynthesis I (PathBank: SMP0121305)
Pyrimidine Metabolism (PathBank: SMP0002370)
Lipopolysaccharide Biosynthesis II (PathBank: SMP0122112)
Lipopolysaccharide Biosynthesis III (PathBank: SMP0122237)
Secondary Metabolites: Enterobacterial Common Antigen Biosynthesis (PathBank: SMP0000975)
Secondary Metabolites: Enterobacterial Common Antigen Biosynthesis 2 (PathBank: SMP0002059)
Secondary Metabolites: Enterobacterial Common Antigen Biosynthesis 3 (PathBank: SMP0002060)
N-Glycan Biosynthesis (PathBank: SMP0002400)

Disease pathway

Beta-Ureidopropionase Deficiency (PathBank: SMP0120678)
UMP Synthase Deficiency (Orotic Aciduria) (PathBank: SMP0120507)
Dihydropyrimidinase Deficiency (PathBank: SMP0120473)
Congenital Disorder of Glycosylation CDG-IId (PathBank: SMP0120643)
MNGIE (Mitochondrial Neurogastrointestinal Encephalopathy) (PathBank: SMP0120530)
GLUT-1 Deficiency Syndrome (PathBank: SMP0120644)

Drug action pathway

Demeclocycline Action Pathway (PathBank: SMP0000290)
Doxycycline Action Pathway (PathBank: SMP0000291)
Minocycline Action Pathway (PathBank: SMP0000292)
Oxytetracycline Action Pathway (PathBank: SMP0000293)
Tetracycline Action Pathway (PathBank: SMP0000294)
Lymecycline Action Pathway (PathBank: SMP0000295)
Neomycin Action Pathway (PathBank: SMP0000256)
Netilmicin Action Pathway (PathBank: SMP0000257)
Spectinomycin Action Pathway (PathBank: SMP0000258)
Streptomycin Action Pathway (PathBank: SMP0000259)
Clomocycline Action Pathway (PathBank: SMP0000262)
Azithromycin Action Pathway (PathBank: SMP0000247)
Clarithromycin Action Pathway (PathBank: SMP0000248)
Clindamycin Action Pathway (PathBank: SMP0000249)
Erythromycin Action Pathway (PathBank: SMP0000250)
Roxithromycin Action Pathway (PathBank: SMP0000251)
Telithromycin Action Pathway (PathBank: SMP0000252)
Amikacin Action Pathway (PathBank: SMP0000253)
Gentamicin Action Pathway (PathBank: SMP0000254)
Kanamycin Action Pathway (PathBank: SMP0000255)
Tobramycin Action Pathway (PathBank: SMP0000711)
Tigecycline Action Pathway (PathBank: SMP0000712)
Arbekacin Action Pathway (PathBank: SMP0000713)
Paromomycin Action Pathway (PathBank: SMP0000714)
Rolitetracycline Action Pathway (PathBank: SMP0000726)
Methacycline Action Pathway (PathBank: SMP0000727)
Lincomycin Action Pathway (PathBank: SMP0000728)
Chloramphenicol Action Pathway (PathBank: SMP0000729)
Troleandomycin Action Pathway (PathBank: SMP0000730)
Josamycin Action Pathway (PathBank: SMP0000731)

Role

Industrial application

Pharmaceutical industry

Biomarker

Alzheimer's Disease (MarkerDB: MDB00000134)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	Baker	163.876	30932474
[M+H]+	Baker	169.808	30932474
[M-H]-	Not Available	161.4	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000153
[M+H]+	Not Available	167.0	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000153

Predicted Molecular Properties

Property	Value	Source
Water Solubility	12 g/L	ALOGPS
logP	-1.8	ALOGPS
logP	-2.5	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	1.23	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	165.86 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	63.44 m³·mol⁻¹	ChemAxon
Polarizability	26.3 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	170.74	31661259
DarkChem	[M-H]-	166.591	31661259
AllCCS	[M+H]+	169.028	32859911
AllCCS	[M-H]-	163.742	32859911
DeepCCS	[M+H]+	166.926	30932474
DeepCCS	[M-H]-	164.568	30932474
DeepCCS	[M-2H]-	198.234	30932474
DeepCCS	[M+Na]+	173.45	30932474
AllCCS	[M+H]+	169.0	32859911
AllCCS	[M+H-H2O]+	165.9	32859911
AllCCS	[M+NH4]+	171.9	32859911
AllCCS	[M+Na]+	172.7	32859911
AllCCS	[M-H]-	163.7	32859911
AllCCS	[M+Na-2H]-	163.6	32859911
AllCCS	[M+HCOO]-	163.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Uridine 5'-monophosphate	O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)(O)=O)N1C=CC(=O)NC1=O	3718.5	Standard polar	33892256
Uridine 5'-monophosphate	O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)(O)=O)N1C=CC(=O)NC1=O	2118.0	Standard non polar	33892256
Uridine 5'-monophosphate	O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)(O)=O)N1C=CC(=O)NC1=O	3081.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Uridine 5'-monophosphate,1TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=CC(=O)[NH]C2=O)[C@@H]1O	2581.5	Semi standard non polar	33892256
Uridine 5'-monophosphate,1TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=CC(=O)[NH]C1=O	2566.7	Semi standard non polar	33892256
Uridine 5'-monophosphate,1TMS,isomer #3	C[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=CC(=O)[NH]C2=O)[C@H](O)[C@@H]1O	2757.6	Semi standard non polar	33892256
Uridine 5'-monophosphate,1TMS,isomer #4	C[Si](C)(C)N1C(=O)C=CN([C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)C1=O	2753.8	Semi standard non polar	33892256
Uridine 5'-monophosphate,2TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=CC(=O)[NH]C2=O)[C@@H]1O[Si](C)(C)C	2507.5	Semi standard non polar	33892256
Uridine 5'-monophosphate,2TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=CC(=O)[NH]C2=O)[C@@H]1O	2696.1	Semi standard non polar	33892256
Uridine 5'-monophosphate,2TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=CC(=O)N([Si](C)(C)C)C2=O)[C@@H]1O	2674.5	Semi standard non polar	33892256
Uridine 5'-monophosphate,2TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C=CC(=O)[NH]C1=O	2686.2	Semi standard non polar	33892256
Uridine 5'-monophosphate,2TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=CC(=O)N([Si](C)(C)C)C1=O	2662.9	Semi standard non polar	33892256
Uridine 5'-monophosphate,2TMS,isomer #6	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=CC(=O)[NH]C2=O)[C@H](O)[C@@H]1O)O[Si](C)(C)C	2767.0	Semi standard non polar	33892256
Uridine 5'-monophosphate,2TMS,isomer #7	C[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=CC(=O)N([Si](C)(C)C)C2=O)[C@H](O)[C@@H]1O	2826.5	Semi standard non polar	33892256
Uridine 5'-monophosphate,3TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=CC(=O)[NH]C2=O)[C@@H]1O[Si](C)(C)C	2657.8	Semi standard non polar	33892256
Uridine 5'-monophosphate,3TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=CC(=O)[NH]C2=O)[C@@H]1O[Si](C)(C)C	2925.8	Standard non polar	33892256
Uridine 5'-monophosphate,3TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=CC(=O)[NH]C2=O)[C@@H]1O[Si](C)(C)C	3624.7	Standard polar	33892256
Uridine 5'-monophosphate,3TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=CC(=O)N([Si](C)(C)C)C2=O)[C@@H]1O[Si](C)(C)C	2636.2	Semi standard non polar	33892256
Uridine 5'-monophosphate,3TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=CC(=O)N([Si](C)(C)C)C2=O)[C@@H]1O[Si](C)(C)C	3011.7	Standard non polar	33892256
Uridine 5'-monophosphate,3TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=CC(=O)N([Si](C)(C)C)C2=O)[C@@H]1O[Si](C)(C)C	3934.2	Standard polar	33892256
Uridine 5'-monophosphate,3TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=CC(=O)[NH]C2=O)[C@@H]1O	2723.1	Semi standard non polar	33892256
Uridine 5'-monophosphate,3TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=CC(=O)[NH]C2=O)[C@@H]1O	2928.5	Standard non polar	33892256
Uridine 5'-monophosphate,3TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=CC(=O)[NH]C2=O)[C@@H]1O	3395.9	Standard polar	33892256
Uridine 5'-monophosphate,3TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=CC(=O)N([Si](C)(C)C)C2=O)[C@@H]1O	2773.9	Semi standard non polar	33892256
Uridine 5'-monophosphate,3TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=CC(=O)N([Si](C)(C)C)C2=O)[C@@H]1O	2955.1	Standard non polar	33892256
Uridine 5'-monophosphate,3TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=CC(=O)N([Si](C)(C)C)C2=O)[C@@H]1O	3650.3	Standard polar	33892256
Uridine 5'-monophosphate,3TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=CC(=O)[NH]C1=O	2728.6	Semi standard non polar	33892256
Uridine 5'-monophosphate,3TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=CC(=O)[NH]C1=O	2946.9	Standard non polar	33892256
Uridine 5'-monophosphate,3TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=CC(=O)[NH]C1=O	3432.4	Standard polar	33892256
Uridine 5'-monophosphate,3TMS,isomer #6	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C=CC(=O)N([Si](C)(C)C)C1=O	2766.7	Semi standard non polar	33892256
Uridine 5'-monophosphate,3TMS,isomer #6	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C=CC(=O)N([Si](C)(C)C)C1=O	2959.6	Standard non polar	33892256
Uridine 5'-monophosphate,3TMS,isomer #6	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C=CC(=O)N([Si](C)(C)C)C1=O	3674.8	Standard polar	33892256
Uridine 5'-monophosphate,3TMS,isomer #7	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=CC(=O)N([Si](C)(C)C)C2=O)[C@H](O)[C@@H]1O)O[Si](C)(C)C	2820.8	Semi standard non polar	33892256
Uridine 5'-monophosphate,3TMS,isomer #7	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=CC(=O)N([Si](C)(C)C)C2=O)[C@H](O)[C@@H]1O)O[Si](C)(C)C	2964.4	Standard non polar	33892256
Uridine 5'-monophosphate,3TMS,isomer #7	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=CC(=O)N([Si](C)(C)C)C2=O)[C@H](O)[C@@H]1O)O[Si](C)(C)C	3496.3	Standard polar	33892256
Uridine 5'-monophosphate,4TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=CC(=O)[NH]C2=O)[C@@H]1O[Si](C)(C)C	2712.6	Semi standard non polar	33892256
Uridine 5'-monophosphate,4TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=CC(=O)[NH]C2=O)[C@@H]1O[Si](C)(C)C	2950.7	Standard non polar	33892256
Uridine 5'-monophosphate,4TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=CC(=O)[NH]C2=O)[C@@H]1O[Si](C)(C)C	3238.5	Standard polar	33892256
Uridine 5'-monophosphate,4TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=CC(=O)N([Si](C)(C)C)C2=O)[C@@H]1O[Si](C)(C)C	2759.3	Semi standard non polar	33892256
Uridine 5'-monophosphate,4TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=CC(=O)N([Si](C)(C)C)C2=O)[C@@H]1O[Si](C)(C)C	2960.0	Standard non polar	33892256
Uridine 5'-monophosphate,4TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=CC(=O)N([Si](C)(C)C)C2=O)[C@@H]1O[Si](C)(C)C	3389.9	Standard polar	33892256
Uridine 5'-monophosphate,4TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=CC(=O)N([Si](C)(C)C)C2=O)[C@@H]1O	2817.2	Semi standard non polar	33892256
Uridine 5'-monophosphate,4TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=CC(=O)N([Si](C)(C)C)C2=O)[C@@H]1O	2957.4	Standard non polar	33892256
Uridine 5'-monophosphate,4TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=CC(=O)N([Si](C)(C)C)C2=O)[C@@H]1O	3209.6	Standard polar	33892256
Uridine 5'-monophosphate,4TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=CC(=O)N([Si](C)(C)C)C1=O	2807.1	Semi standard non polar	33892256
Uridine 5'-monophosphate,4TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=CC(=O)N([Si](C)(C)C)C1=O	2966.6	Standard non polar	33892256
Uridine 5'-monophosphate,4TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=CC(=O)N([Si](C)(C)C)C1=O	3244.3	Standard polar	33892256
Uridine 5'-monophosphate,5TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=CC(=O)N([Si](C)(C)C)C2=O)[C@@H]1O[Si](C)(C)C	2819.5	Semi standard non polar	33892256
Uridine 5'-monophosphate,5TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=CC(=O)N([Si](C)(C)C)C2=O)[C@@H]1O[Si](C)(C)C	2947.7	Standard non polar	33892256
Uridine 5'-monophosphate,5TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=CC(=O)N([Si](C)(C)C)C2=O)[C@@H]1O[Si](C)(C)C	3062.1	Standard polar	33892256
Uridine 5'-monophosphate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=CC(=O)[NH]C2=O)[C@@H]1O	2875.7	Semi standard non polar	33892256
Uridine 5'-monophosphate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=CC(=O)[NH]C1=O	2849.7	Semi standard non polar	33892256
Uridine 5'-monophosphate,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=CC(=O)[NH]C2=O)[C@H](O)[C@@H]1O	3009.4	Semi standard non polar	33892256
Uridine 5'-monophosphate,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N1C(=O)C=CN([C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)C1=O	2970.4	Semi standard non polar	33892256
Uridine 5'-monophosphate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=CC(=O)[NH]C2=O)[C@@H]1O[Si](C)(C)C(C)(C)C	3014.2	Semi standard non polar	33892256
Uridine 5'-monophosphate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=CC(=O)[NH]C2=O)[C@@H]1O	3164.9	Semi standard non polar	33892256
Uridine 5'-monophosphate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=CC(=O)N([Si](C)(C)C(C)(C)C)C2=O)[C@@H]1O	3150.4	Semi standard non polar	33892256
Uridine 5'-monophosphate,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=CC(=O)[NH]C1=O	3150.4	Semi standard non polar	33892256
Uridine 5'-monophosphate,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=CC(=O)N([Si](C)(C)C(C)(C)C)C1=O	3136.0	Semi standard non polar	33892256
Uridine 5'-monophosphate,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=CC(=O)[NH]C2=O)[C@H](O)[C@@H]1O)O[Si](C)(C)C(C)(C)C	3201.5	Semi standard non polar	33892256
Uridine 5'-monophosphate,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=CC(=O)N([Si](C)(C)C(C)(C)C)C2=O)[C@H](O)[C@@H]1O	3253.5	Semi standard non polar	33892256
Uridine 5'-monophosphate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=CC(=O)[NH]C2=O)[C@@H]1O[Si](C)(C)C(C)(C)C	3327.1	Semi standard non polar	33892256
Uridine 5'-monophosphate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=CC(=O)[NH]C2=O)[C@@H]1O[Si](C)(C)C(C)(C)C	3527.6	Standard non polar	33892256
Uridine 5'-monophosphate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=CC(=O)[NH]C2=O)[C@@H]1O[Si](C)(C)C(C)(C)C	3808.2	Standard polar	33892256
Uridine 5'-monophosphate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=CC(=O)N([Si](C)(C)C(C)(C)C)C2=O)[C@@H]1O[Si](C)(C)C(C)(C)C	3340.6	Semi standard non polar	33892256
Uridine 5'-monophosphate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=CC(=O)N([Si](C)(C)C(C)(C)C)C2=O)[C@@H]1O[Si](C)(C)C(C)(C)C	3610.8	Standard non polar	33892256
Uridine 5'-monophosphate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=CC(=O)N([Si](C)(C)C(C)(C)C)C2=O)[C@@H]1O[Si](C)(C)C(C)(C)C	3967.4	Standard polar	33892256
Uridine 5'-monophosphate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=CC(=O)[NH]C2=O)[C@@H]1O	3360.5	Semi standard non polar	33892256
Uridine 5'-monophosphate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=CC(=O)[NH]C2=O)[C@@H]1O	3481.8	Standard non polar	33892256
Uridine 5'-monophosphate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=CC(=O)[NH]C2=O)[C@@H]1O	3647.7	Standard polar	33892256
Uridine 5'-monophosphate,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=CC(=O)N([Si](C)(C)C(C)(C)C)C2=O)[C@@H]1O	3436.2	Semi standard non polar	33892256
Uridine 5'-monophosphate,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=CC(=O)N([Si](C)(C)C(C)(C)C)C2=O)[C@@H]1O	3533.4	Standard non polar	33892256
Uridine 5'-monophosphate,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=CC(=O)N([Si](C)(C)C(C)(C)C)C2=O)[C@@H]1O	3765.8	Standard polar	33892256
Uridine 5'-monophosphate,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=CC(=O)[NH]C1=O	3353.3	Semi standard non polar	33892256
Uridine 5'-monophosphate,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=CC(=O)[NH]C1=O	3506.2	Standard non polar	33892256
Uridine 5'-monophosphate,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=CC(=O)[NH]C1=O	3683.0	Standard polar	33892256
Uridine 5'-monophosphate,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=CC(=O)N([Si](C)(C)C(C)(C)C)C1=O	3427.5	Semi standard non polar	33892256
Uridine 5'-monophosphate,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=CC(=O)N([Si](C)(C)C(C)(C)C)C1=O	3539.5	Standard non polar	33892256
Uridine 5'-monophosphate,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=CC(=O)N([Si](C)(C)C(C)(C)C)C1=O	3788.1	Standard polar	33892256
Uridine 5'-monophosphate,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=CC(=O)N([Si](C)(C)C(C)(C)C)C2=O)[C@H](O)[C@@H]1O)O[Si](C)(C)C(C)(C)C	3458.0	Semi standard non polar	33892256
Uridine 5'-monophosphate,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=CC(=O)N([Si](C)(C)C(C)(C)C)C2=O)[C@H](O)[C@@H]1O)O[Si](C)(C)C(C)(C)C	3507.5	Standard non polar	33892256
Uridine 5'-monophosphate,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=CC(=O)N([Si](C)(C)C(C)(C)C)C2=O)[C@H](O)[C@@H]1O)O[Si](C)(C)C(C)(C)C	3680.3	Standard polar	33892256
Uridine 5'-monophosphate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=CC(=O)[NH]C2=O)[C@@H]1O[Si](C)(C)C(C)(C)C	3539.5	Semi standard non polar	33892256
Uridine 5'-monophosphate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=CC(=O)[NH]C2=O)[C@@H]1O[Si](C)(C)C(C)(C)C	3637.2	Standard non polar	33892256
Uridine 5'-monophosphate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=CC(=O)[NH]C2=O)[C@@H]1O[Si](C)(C)C(C)(C)C	3552.9	Standard polar	33892256
Uridine 5'-monophosphate,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=CC(=O)N([Si](C)(C)C(C)(C)C)C2=O)[C@@H]1O[Si](C)(C)C(C)(C)C	3637.4	Semi standard non polar	33892256
Uridine 5'-monophosphate,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=CC(=O)N([Si](C)(C)C(C)(C)C)C2=O)[C@@H]1O[Si](C)(C)C(C)(C)C	3681.1	Standard non polar	33892256
Uridine 5'-monophosphate,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=CC(=O)N([Si](C)(C)C(C)(C)C)C2=O)[C@@H]1O[Si](C)(C)C(C)(C)C	3608.9	Standard polar	33892256
Uridine 5'-monophosphate,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=CC(=O)N([Si](C)(C)C(C)(C)C)C2=O)[C@@H]1O	3661.1	Semi standard non polar	33892256
Uridine 5'-monophosphate,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=CC(=O)N([Si](C)(C)C(C)(C)C)C2=O)[C@@H]1O	3649.3	Standard non polar	33892256
Uridine 5'-monophosphate,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=CC(=O)N([Si](C)(C)C(C)(C)C)C2=O)[C@@H]1O	3485.3	Standard polar	33892256
Uridine 5'-monophosphate,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=CC(=O)N([Si](C)(C)C(C)(C)C)C1=O	3649.1	Semi standard non polar	33892256
Uridine 5'-monophosphate,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=CC(=O)N([Si](C)(C)C(C)(C)C)C1=O	3658.2	Standard non polar	33892256
Uridine 5'-monophosphate,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=CC(=O)N([Si](C)(C)C(C)(C)C)C1=O	3520.3	Standard polar	33892256
Uridine 5'-monophosphate,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=CC(=O)N([Si](C)(C)C(C)(C)C)C2=O)[C@@H]1O[Si](C)(C)C(C)(C)C	3833.0	Semi standard non polar	33892256
Uridine 5'-monophosphate,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=CC(=O)N([Si](C)(C)C(C)(C)C)C2=O)[C@@H]1O[Si](C)(C)C(C)(C)C	3736.7	Standard non polar	33892256
Uridine 5'-monophosphate,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=CC(=O)N([Si](C)(C)C(C)(C)C)C2=O)[C@@H]1O[Si](C)(C)C(C)(C)C	3446.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Uridine 5'-monophosphate GC-MS (5 TMS)	splash10-014i-2953000000-f54596d9a11bbe82adc5	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Uridine 5'-monophosphate GC-MS (Non-derivatized)	splash10-014i-2953000000-f54596d9a11bbe82adc5	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Uridine 5'-monophosphate GC-MS (Non-derivatized) - 70eV, Positive	splash10-002b-9611000000-d241a590ba092a9137ca	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Uridine 5'-monophosphate GC-MS (2 TMS) - 70eV, Positive	splash10-0fza-5933100000-760b9e44040ca55554b3	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Uridine 5'-monophosphate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Uridine 5'-monophosphate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Uridine 5'-monophosphate GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Uridine 5'-monophosphate GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Uridine 5'-monophosphate GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Uridine 5'-monophosphate GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Uridine 5'-monophosphate GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Uridine 5'-monophosphate GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Uridine 5'-monophosphate GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Uridine 5'-monophosphate GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Uridine 5'-monophosphate GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Uridine 5'-monophosphate GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Uridine 5'-monophosphate GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Uridine 5'-monophosphate GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Uridine 5'-monophosphate GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Uridine 5'-monophosphate GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Uridine 5'-monophosphate GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Uridine 5'-monophosphate GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Uridine 5'-monophosphate GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Uridine 5'-monophosphate GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Uridine 5'-monophosphate GC-MS (TBDMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Uridine 5'-monophosphate Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-03fr-0194000000-c8bedd9fabaccee15ef6	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Uridine 5'-monophosphate Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-03di-0910000000-da7fb1ddd74c36aec368	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Uridine 5'-monophosphate Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-03di-0900000000-b2c9787a3d982ecb858e	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Uridine 5'-monophosphate LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative-QTOF	splash10-00ba-9102000000-f8b96709e62e0857c40a	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Uridine 5'-monophosphate LC-ESI-QTOF , negative-QTOF	splash10-00ba-9102000000-f8b96709e62e0857c40a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Uridine 5'-monophosphate 20V, Negative-QTOF	splash10-05bb-9632000000-b8ba3967a5a4fa269881	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Uridine 5'-monophosphate 30V, Negative-QTOF	splash10-004i-9400000000-3d07e2fe57474fcd3e4b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Uridine 5'-monophosphate 10V, Negative-QTOF	splash10-00di-5039000000-c23fa9bbd6fcb5cf53d9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Uridine 5'-monophosphate 30V, Negative-QTOF	splash10-004j-9111000000-5b5b7e0858807d74c34a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Uridine 5'-monophosphate 40V, Negative-QTOF	splash10-00os-9700000000-963e2c76c3f98512da72	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Uridine 5'-monophosphate 20V, Negative-QTOF	splash10-01r2-9510000000-b934a101047c97c33c7e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Uridine 5'-monophosphate 10V, Negative-QTOF	splash10-00di-3019000000-1bc3f90d1e162da0bc3c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Uridine 5'-monophosphate 30V, Negative-QTOF	splash10-004j-9211000000-5a9399a9558a148f349e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Uridine 5'-monophosphate 30V, Negative-QTOF	splash10-004j-9111000000-47125abb177da73df355	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Uridine 5'-monophosphate 40V, Negative-QTOF	splash10-004j-9000000000-c462cab8b32dc6c50361	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Uridine 5'-monophosphate 10V, Positive-QTOF	splash10-0002-9010000000-f3876f614e314a89ace6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Uridine 5'-monophosphate 40V, Positive-QTOF	splash10-0002-9000000000-ef91704ffebfee64c252	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Uridine 5'-monophosphate 35V, Negative-QTOF	splash10-004j-9100000000-585ad2bb25aaaee5854c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Uridine 5'-monophosphate 20V, Positive-QTOF	splash10-0002-9200000000-60d486fec926bde90d2c	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Uridine 5'-monophosphate 10V, Positive-QTOF	splash10-03di-1911000000-7963cbf4b5fd08b83e4b	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Uridine 5'-monophosphate 20V, Positive-QTOF	splash10-03di-5900000000-404805c9de28466c7072	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Uridine 5'-monophosphate 40V, Positive-QTOF	splash10-03di-9800000000-5522394ff370886e5a5d	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Uridine 5'-monophosphate 10V, Negative-QTOF	splash10-03mi-8934000000-b1f27b01000758ca974d	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Uridine 5'-monophosphate 20V, Negative-QTOF	splash10-004i-9100000000-c3e61932dae0623d3924	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Uridine 5'-monophosphate 40V, Negative-QTOF	splash10-004i-9000000000-4db5b2019eff03b12956	2016-09-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)	2012-12-04	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	2012-12-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Mitochondria
Nucleus
Lysosome
Endoplasmic reticulum
Golgi apparatus

Biospecimen Locations

Blood
Feces
Saliva

Tissue Locations

Placenta

Pathways

Name	SMPDB/PathBank	KEGG
Lactose Synthesis		Not Available
Pyrimidine metabolism	Not Available
Transcription/Translation	SMP00019	Not Available
Congenital disorder of glycosylation CDG-IId		Not Available
GLUT-1 deficiency syndrome		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	184.0 +/- 127.0 uM	Adult (>18 years old)	Both	Normal	7877593	details
Saliva	Detected and Quantified	0.676 +/- 2.15 uM	Adult (>18 years old)	Both	Normal	Sugimoto et al. (...	details
Saliva	Detected and Quantified	0.708 +/- 1.98 uM	Adult (>18 years old)	Not Specified	Normal	Sugimoto et al. (...	details
Saliva	Detected and Quantified	1.90 +/- 1.07 uM	Adult (>18 years old)	Female	Normal	23857558	details
Saliva	Detected and Quantified	0.893 +/- 1.08 uM	Adult (>18 years old)	Both	Normal	Sugimoto et al. (...	details
Saliva	Detected and Quantified	0.21 +/- 0.19 uM	Adult (>18 years old)	Both	Normal	Zerihun T. Dame, ...	details
Saliva	Detected and Quantified	0.286 +/- 0.458 uM	Adult (>18 years old)	Male	Normal	Sugimoto et al. (...	details
Saliva	Detected and Quantified	0.508 +/- 1.22 uM	Adult (>18 years old)	Not Specified	Normal	Sugimoto et al. (...	details
Saliva	Detected and Quantified	0.510 +/- 0.518 uM	Adult (>18 years old)	Female	Normal	Sugimoto et al. (...	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Metastatic melanoma	28923537	details
Saliva	Detected and Quantified	1.20 +/- 0.55 uM	Adult (>18 years old)	Male	Alzheimer's disease	23857558	details
Saliva	Detected and Quantified	1.61 +/- 1.18 uM	Adult (>18 years old)	Male	Frontotemporal lobe dementia	23857558	details
Saliva	Detected and Quantified	2.38 +/- 3.06 uM	Adult (>18 years old)	Both	Lewy body disease	23857558	details

Associated Disorders and Diseases

Disease References

Metastatic melanoma
Frankel AE, Coughlin LA, Kim J, Froehlich TW, Xie Y, Frenkel EP, Koh AY: Metagenomic Shotgun Sequencing and Unbiased Metabolomic Profiling Identify Specific Human Gut Microbiota and Metabolites Associated with Immune Checkpoint Therapy Efficacy in Melanoma Patients. Neoplasia. 2017 Oct;19(10):848-855. doi: 10.1016/j.neo.2017.08.004. Epub 2017 Sep 15. [PubMed:28923537 ]
Alzheimer's disease
Tsuruoka M, Hara J, Hirayama A, Sugimoto M, Soga T, Shankle WR, Tomita M: Capillary electrophoresis-mass spectrometry-based metabolome analysis of serum and saliva from neurodegenerative dementia patients. Electrophoresis. 2013 Oct;34(19):2865-72. doi: 10.1002/elps.201300019. Epub 2013 Sep 6. [PubMed:23857558 ]
Frontotemporal dementia
Tsuruoka M, Hara J, Hirayama A, Sugimoto M, Soga T, Shankle WR, Tomita M: Capillary electrophoresis-mass spectrometry-based metabolome analysis of serum and saliva from neurodegenerative dementia patients. Electrophoresis. 2013 Oct;34(19):2865-72. doi: 10.1002/elps.201300019. Epub 2013 Sep 6. [PubMed:23857558 ]
Lewy body disease
Tsuruoka M, Hara J, Hirayama A, Sugimoto M, Soga T, Shankle WR, Tomita M: Capillary electrophoresis-mass spectrometry-based metabolome analysis of serum and saliva from neurodegenerative dementia patients. Electrophoresis. 2013 Oct;34(19):2865-72. doi: 10.1002/elps.201300019. Epub 2013 Sep 6. [PubMed:23857558 ]

Associated OMIM IDs

104300 (Alzheimer's disease)
600274 (Frontotemporal dementia)

External Links

DrugBank ID

DB03685

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

Uridine_monophosphate

METLIN ID

Not Available

PubChem Compound

6030

PDB ID

Not Available

ChEBI ID

16695

Food Biomarker Ontology

Not Available

VMH ID

UMP

MarkerDB ID

MDB00000134

Good Scents ID

Not Available

References

Synthesis Reference

Wang Xing; Wang Xiuwen; Yin Mengxin; Xiao Zijun; Ma Cuiqing; Lin Zhixin; Wang Peng George; Xu Ping Production of uridine 5'-monophosphate by Corynebacterium ammoniagenes ATCC 6872 using a statistically improved biocatalytic process. Applied microbiology and biotechnology (2007), 76(2), 321-8.

Material Safety Data Sheet (MSDS)

Not Available

General References

Munoz-Hoyos A, Molina-Carballo A, Macias M, Rodriguez-Cabezas T, Martin-Medina E, Narbona-Lopez E, Valenzuela-Ruiz A, Acuna-Castroviejo D: Comparison between tryptophan methoxyindole and kynurenine metabolic pathways in normal and preterm neonates and in neonates with acute fetal distress. Eur J Endocrinol. 1998 Jul;139(1):89-95. [PubMed:9703384 ]
Chiang EP, Bagley PJ, Roubenoff R, Nadeau M, Selhub J: Plasma pyridoxal 5'-phosphate concentration is correlated with functional vitamin B-6 indices in patients with rheumatoid arthritis and marginal vitamin B-6 status. J Nutr. 2003 Apr;133(4):1056-9. [PubMed:12672918 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]
Holguin S, Martinez J, Chow C, Wurtman R: Dietary uridine enhances the improvement in learning and memory produced by administering DHA to gerbils. FASEB J. 2008 Nov;22(11):3938-46. doi: 10.1096/fj.08-112425. Epub 2008 Jul 7. [PubMed:18606862 ]

Only showing the first 10 proteins. There are 31 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. 5'-nucleotidase

General function:: Involved in hydrolase activity
Specific function:: Hydrolyzes extracellular nucleotides into membrane permeable nucleosides.
Gene Name:: NT5E
Uniprot ID:: P21589
Molecular weight:: 57948.125

Reactions

Uridine 5'-monophosphate + Water → Uridine + Phosphate	details

Enzyme Details

2. UMP-CMP kinase

General function:: Involved in ATP binding
Specific function:: Catalyzes specific phosphoryl transfer from ATP to UMP and CMP.
Gene Name:: CMPK1
Uniprot ID:: P30085
Molecular weight:: 20180.12

Reactions

Adenosine triphosphate + Uridine 5'-monophosphate → ADP + Uridine 5'-diphosphate	details

Enzyme Details

3. Cytosolic 5'-nucleotidase 1B

General function:: Involved in nucleotide binding
Specific function:: Dephosphorylates the 5' and 2'(3')-phosphates of deoxyribonucleotides. Helps to regulate adenosine levels (By similarity).
Gene Name:: NT5C1B
Uniprot ID:: Q96P26
Molecular weight:: 68803.055

Reactions

Uridine 5'-monophosphate + Water → Uridine + Phosphate	details

Enzyme Details

4. Cytosolic 5'-nucleotidase 1A

General function:: Involved in nucleotide binding
Specific function:: Dephosphorylates the 5' and 2'(3')-phosphates of deoxyribonucleotides and has a broad substrate specificity. Helps to regulate adenosine levels in heart during ischemia and hypoxia.
Gene Name:: NT5C1A
Uniprot ID:: Q9BXI3
Molecular weight:: 41020.145

Reactions

Uridine 5'-monophosphate + Water → Uridine + Phosphate	details

Enzyme Details

5. 5'(3')-deoxyribonucleotidase, cytosolic type

General function:: Involved in metal ion binding
Specific function:: Dephosphorylates the 5' and 2'(3')-phosphates of deoxyribonucleotides, with a preference for dUMP and dTMP, intermediate activity towards dGMP, and low activity towards dCMP and dAMP.
Gene Name:: NT5C
Uniprot ID:: Q8TCD5
Molecular weight:: Not Available

Reactions

Uridine 5'-monophosphate + Water → Uridine + Phosphate	details

Enzyme Details

6. 5'(3')-deoxyribonucleotidase, mitochondrial

General function:: Involved in phosphatase activity
Specific function:: Dephosphorylates specifically the 5' and 2'(3')-phosphates of uracil and thymine deoxyribonucleotides, and so protects mitochondrial DNA replication from excess dTTP. Has only marginal activity towards dIMP and dGMP.
Gene Name:: NT5M
Uniprot ID:: Q9NPB1
Molecular weight:: Not Available

Reactions

Uridine 5'-monophosphate + Water → Uridine + Phosphate	details

Enzyme Details

7. Ectonucleoside triphosphate diphosphohydrolase 1

General function:: Involved in hydrolase activity
Specific function:: In the nervous system, could hydrolyze ATP and other nucleotides to regulate purinergic neurotransmission. Could also be implicated in the prevention of platelet aggregation by hydrolyzing platelet-activating ADP to AMP. Hydrolyzes ATP and ADP equally well.
Gene Name:: ENTPD1
Uniprot ID:: P49961
Molecular weight:: 58706.0

Reactions

Uridine 5'-diphosphate + Water → Uridine 5'-monophosphate + Phosphate	details

Enzyme Details

8. Soluble calcium-activated nucleotidase 1

General function:: Involved in calcium ion binding
Specific function:: Calcium-dependent nucleotidase with a preference for UDP. The order of activity with different substrates is UDP > GDP > UTP > GTP. Has very low activity towards ADP and even lower activity towards ATP. Does not hydrolyze AMP and GMP. Involved in proteoglycan synthesis.
Gene Name:: CANT1
Uniprot ID:: Q8WVQ1
Molecular weight:: 44839.24

Reactions

Uridine 5'-diphosphate + Water → Uridine 5'-monophosphate + Phosphate	details

Enzyme Details

9. Ectonucleoside triphosphate diphosphohydrolase 3

General function:: Involved in hydrolase activity
Specific function:: Has a threefold preference for the hydrolysis of ATP over ADP.
Gene Name:: ENTPD3
Uniprot ID:: O75355
Molecular weight:: 59104.76

Reactions

Uridine 5'-diphosphate + Water → Uridine 5'-monophosphate + Phosphate	details

Enzyme Details

10. Uridine-cytidine kinase 1

General function:: Involved in ATP binding
Specific function:: Phosphorylates uridine and cytidine to uridine monophosphate and cytidine monophosphate. Does not phosphorylate deoxyribonucleosides or purine ribonucleosides. Can use ATP or GTP as a phosphate donor. Can also phosphorylate cytidine and uridine nucleoside analogs such as 6-azauridine, 5-fluorouridine, 4-thiouridine, 5-bromouridine, N(4)-acetylcytidine, N(4)-benzoylcytidine, 5-fluorocytidine, 2-thiocytidine, 5-methylcytidine, and N(4)-anisoylcytidine.
Gene Name:: UCK1
Uniprot ID:: Q9HA47
Molecular weight:: 22760.43

Reactions

Adenosine triphosphate + Uridine → ADP + Uridine 5'-monophosphate	details
Uridine triphosphate + Uridine → Uridine 5'-diphosphate + Uridine 5'-monophosphate	details
Guanosine triphosphate + Uridine → Guanosine diphosphate + Uridine 5'-monophosphate	details
Inosine triphosphate + Uridine → IDP + Uridine 5'-monophosphate	details
Deoxyadenosine triphosphate + Uridine → dADP + Uridine 5'-monophosphate	details
dGTP + Uridine → dGDP + Uridine 5'-monophosphate	details
Thymidine 5'-triphosphate + Uridine → dTDP + Uridine 5'-monophosphate	details
dCTP + Uridine → dCDP + Uridine 5'-monophosphate	details
Deoxyuridine triphosphate + Uridine → dUDP + Uridine 5'-monophosphate	details

Only showing the first 10 proteins. There are 31 proteins in total.

Show all enzymes and transporters

Showing metabocard for Uridine 5'-monophosphate (HMDB0000288)

MOL for HMDB0000288 (Uridine 5'-monophosphate)

3D MOL for HMDB0000288 (Uridine 5'-monophosphate)

3D SDF for HMDB0000288 (Uridine 5'-monophosphate)

3D-SDF for HMDB0000288 (Uridine 5'-monophosphate)

PDB for HMDB0000288 (Uridine 5'-monophosphate)

3D PDB for HMDB0000288 (Uridine 5'-monophosphate)

SMILES for HMDB0000288 (Uridine 5'-monophosphate)

INCHI for HMDB0000288 (Uridine 5'-monophosphate)

Structure for HMDB0000288 (Uridine 5'-monophosphate)

3D Structure for HMDB0000288 (Uridine 5'-monophosphate)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

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